DE1643093C3 - Verfahren zur Reinigung von organischen Polyisocyanaten - Google Patents
Verfahren zur Reinigung von organischen PolyisocyanatenInfo
- Publication number
- DE1643093C3 DE1643093C3 DE1967T0033792 DET0033792A DE1643093C3 DE 1643093 C3 DE1643093 C3 DE 1643093C3 DE 1967T0033792 DE1967T0033792 DE 1967T0033792 DE T0033792 A DET0033792 A DE T0033792A DE 1643093 C3 DE1643093 C3 DE 1643093C3
- Authority
- DE
- Germany
- Prior art keywords
- column
- crude
- parts
- fractionation
- impurities
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000005056 polyisocyanate Substances 0.000 title claims description 37
- 229920001228 polyisocyanate Polymers 0.000 title claims description 37
- 238000000034 method Methods 0.000 title claims description 18
- 238000000746 purification Methods 0.000 title claims description 4
- 239000011261 inert gas Substances 0.000 claims description 21
- 238000010438 heat treatment Methods 0.000 claims description 4
- 229920000768 polyamine Polymers 0.000 claims description 2
- 238000005194 fractionation Methods 0.000 description 31
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 29
- 239000012535 impurity Substances 0.000 description 27
- 239000000047 product Substances 0.000 description 17
- 238000010992 reflux Methods 0.000 description 16
- 229910052757 nitrogen Inorganic materials 0.000 description 13
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 12
- JXCHMDATRWUOAP-UHFFFAOYSA-N diisocyanatomethylbenzene Chemical compound O=C=NC(N=C=O)C1=CC=CC=C1 JXCHMDATRWUOAP-UHFFFAOYSA-N 0.000 description 12
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 10
- 238000009835 boiling Methods 0.000 description 10
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 9
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 239000002689 soil Substances 0.000 description 9
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 8
- 238000004821 distillation Methods 0.000 description 8
- 238000004140 cleaning Methods 0.000 description 7
- 239000007789 gas Substances 0.000 description 6
- 239000001569 carbon dioxide Substances 0.000 description 5
- 229910002092 carbon dioxide Inorganic materials 0.000 description 5
- 238000012856 packing Methods 0.000 description 5
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 4
- 238000004817 gas chromatography Methods 0.000 description 4
- 239000001294 propane Substances 0.000 description 4
- 238000001577 simple distillation Methods 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 229910001873 dinitrogen Inorganic materials 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- XKXKKCYHCIGWJG-UHFFFAOYSA-N (2-chloro-1-isocyanatoethyl)benzene Chemical compound O=C=NC(CCl)C1=CC=CC=C1 XKXKKCYHCIGWJG-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- 239000003990 capacitor Substances 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 1
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 1
- OHLKMGYGBHFODF-UHFFFAOYSA-N 1,4-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=C(CN=C=O)C=C1 OHLKMGYGBHFODF-UHFFFAOYSA-N 0.000 description 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- 240000004760 Pimpinella anisum Species 0.000 description 1
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- -1 tolyl isocyanate Chemical class 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C263/00—Preparation of derivatives of isocyanic acid
- C07C263/18—Separation; Purification; Stabilisation; Use of additives
- C07C263/20—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2843166 | 1966-05-05 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1643093A1 DE1643093A1 (de) | 1972-03-16 |
| DE1643093B2 DE1643093B2 (de) | 1977-04-21 |
| DE1643093C3 true DE1643093C3 (de) | 1980-01-24 |
Family
ID=12248457
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1967T0033792 Expired DE1643093C3 (de) | 1966-05-05 | 1967-05-05 | Verfahren zur Reinigung von organischen Polyisocyanaten |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1643093C3 (enrdf_load_stackoverflow) |
| FR (1) | FR1555515A (enrdf_load_stackoverflow) |
| GB (1) | GB1181545A (enrdf_load_stackoverflow) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5470220A (en) * | 1977-11-11 | 1979-06-05 | Mitsui Toatsu Chem Inc | Preparation of organic isocyanate |
| FR2625742B1 (fr) * | 1988-01-13 | 1990-06-22 | Rhone Poulenc Chimie | Procede de separation du toluene diisocyanate contenu dans les residus de sa fabrication |
| US5051152A (en) * | 1989-09-26 | 1991-09-24 | Air Products And Chemicals, Inc. | Preparation of urethane prepolymers having low levels of residual toluene diisocyanate |
| FR3049950B1 (fr) * | 2016-04-07 | 2020-09-25 | Vencorex France | Procede de preparation des xylylene diisocyanates xdi |
-
1967
- 1967-05-03 FR FR1555515D patent/FR1555515A/fr not_active Expired
- 1967-05-05 GB GB2098067A patent/GB1181545A/en not_active Expired
- 1967-05-05 DE DE1967T0033792 patent/DE1643093C3/de not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1181545A (en) | 1970-02-18 |
| DE1643093B2 (de) | 1977-04-21 |
| DE1643093A1 (de) | 1972-03-16 |
| FR1555515A (enrdf_load_stackoverflow) | 1969-01-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE60214195T2 (de) | Verfahren zur Reinigung von Diisocyanatotoluol unter Verwendung einer Destillationskolonne mit Trennwand in der Endreinigung | |
| EP2093215B1 (de) | Verfahren zur Herstellung von Isocyanaten | |
| EP0568782B1 (de) | Kontinuierliches mehrstufiges Verfahren zur Herstellung von (cyclo)-aliphatischen Diisocyanaten | |
| EP1717223A2 (de) | Verfahren zur Reinigung von Isocyanaten | |
| DE102006004047A1 (de) | Verfahren zur Herstellung von Di- und Polyaminen der Diphenylmethanreihe | |
| DE2631168A1 (de) | Verfahren zur herstellung von diisocyanatodiphenylmethan-isomeren mit einem eingestellten gehalt an chlorverbindungen | |
| DE3212510C3 (enrdf_load_stackoverflow) | ||
| EP1746083A1 (de) | Verfahren zur Herstellung von Toluylendiamin | |
| EP0071080B1 (de) | Verfahren zur Herstellung von Polyisocyanaten | |
| EP0079516B1 (de) | Verfahren zur Herstellung von 4,4'-Diisocyanatodiphenylmethan | |
| EP2640696B1 (de) | Verfahren zur aufreinigung von 4,4'-methylendiphenyldiisocyanat enthaltenden mischungen | |
| DE1643093C3 (de) | Verfahren zur Reinigung von organischen Polyisocyanaten | |
| DE69107212T2 (de) | Verfahren zur Herstellung von polymerischen Methylen-dyphenylen-diisocyanaten mit verminderter Farbe und Chloridgehalt. | |
| EP1546091B1 (de) | Aufarbeitung von reaktionsausträgen aus phosgenierreaktoren | |
| DE2356828A1 (de) | Verfahren zur herstellung von polyisocyanaten | |
| DE2425658A1 (de) | Polyisocyanate | |
| EP0106138B1 (de) | Verfahren zur kontinuierlichen Heissphosgenierung von Aminen | |
| EP2640695A1 (de) | Verfahren zur aufreinigung von 4,4'-methylendiphenyldiisocyanat enthaltenden mischungen | |
| DE69401283T2 (de) | Verfahren zur Herstellung von organischen Isocyanaten | |
| DE3735801A1 (de) | Verfahren zur reinigung von thionylchlorid | |
| DE2419886C2 (enrdf_load_stackoverflow) | ||
| CH383398A (de) | Verfahren zur Herstellung von hochgereinigtem Hexamethylendiamin | |
| DE1805957A1 (de) | Verfahren zur Reinigung von Xylylendiisocyanat | |
| DE1017161B (de) | Verfahren zur Abtrennung organischer Isocyanate aus den rohen Reaktionsmischungen, in welchen sie gebildet wurden, oder aus konzentrierten teerigen Rueckstaenden | |
| DE2830243C2 (enrdf_load_stackoverflow) |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |